14717-15-8

Basic information

• Product Name: 2-Nitro-N-benzylideneaniline
• Synonyms: 2-Nitro-N-benzylideneaniline;N-Benzylidene-2-nitroaniline;N-Benzylidene-o-nitroaniline
• CAS NO: 14717-15-8
• Molecular Formula: C₁₃H₁₀N₂O₂
• Molecular Weight: 226.2307
• Mol File: 14717-15-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 412.6°Cat760mmHg
• Flash Point: 203.3°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 1.23E-06mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 2-Nitro-N-benzylideneaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitro-N-benzylideneaniline(14717-15-8)
• EPA Substance Registry System: 2-Nitro-N-benzylideneaniline(14717-15-8)

Safety Data

• Hazardous Substances Data: 14717-15-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10N2O2/c16-15(17)13-9-5-4-8-12(13)14-10-11-6-2-1-3-7-11/h1-10H/b14-10+

Upstream product

• 100-52-7 benzaldehyde 
• 88-74-4 2-nitro-aniline 
• 100-51-6 benzyl alcohol 

Downstream Products

• 17064-90-3 2-nitro-N-(3-nitro-benzyliden)-aniline 
• 538-51-2 benzylidene phenylamine 
• 141262-95-5 [(2-Nitro-phenylamino)-phenyl-methyl]-phosphonic acid diethyl ester 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 5729-06-6 N-benzyl-2-nitroaniline 
• 1044499-42-4 (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one 
• 1044499-41-3 (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one 

Relevant articles and documents

Facile route for green synthesis of N-benzylideneaniline over bimetallic reduced graphene oxide: chemical reactivity of 2,3,4-substituted derivatives of aniline

Mn–Co-decorated reduced graphene oxide (Mn–Co–rGO) was prepared by modified condensation method and characterized through XRD, SEM, EDX, FTIR and BET surface area analysis. The prepared sample was explored for its activity in the synthesis of N-benzylideneaniline (N-BA) using benzyl alcohol and PhNH2 as precursors. The catalyst has been used efficiently with high activity and selectivity for oxidation of benzyl alcohol to benzaldehyde in the presence of molecular oxygen, which further react with aniline to produced N-BA with sustainable catalytic activity up to five cycles. Furthermore, the effect of the nature and position of the substituent on aniline on the chemical reactivity of the nucleophile was studied theoretically using density functional calculations.

Palladium-Catalyzed Formation of N-Heteroarenes from Nitroarenes using Molybdenum Hexacarbonyl as the Source of Carbon Monoxide

The development of a method that employs a two-chamber reaction vessel and uses molybdenum hexacarbonyl [Mo(CO)6] as the carbon monoxide (CO) source for the palladium-catalyzed transformation of nitroarenes into indoles or imidazoles is reported.

Catalytic asymmetric synthesis of dihydroquinazolinones from imines and 2-aminobenzamides

An unprecedented catalytic asymmetric synthesis of aminal-containing heterocyclic compounds has been developed from imines and tethered nitrogen/nitrogen nucleophiles. In the presence of 10mol% of a commercially available chiral phosphoric acid, a range of aromatic, α,β- unsaturated, and aliphatic imines react with 2-aminobenzamides to give dihydroquinazolinones in good to excellent yields and ee. The enantioselectivity is significantly affected by the imine N-substituent through non-bonding interactions with the chiral phosphoric acid and the 2-aminobenzamide. Copyright